Today, Freddy goes back to peewee football—four seasons of the Klein Jets dominating regular seasons, only to lose the Super Bowl to the same team, the Spring Raiders, every single year.

It becomes a brutal metaphor for podcasting: you can prepare hard, execute well, do “everything right,” and still lose when it matters—because life, timing, and tech don’t care about your effort. Youth coaches talk about how culture and development don’t always equal championships, just like podcasters can build good shows and still get wrecked by cancellations, outages, or bad luck.

In this episode:

• The emotional reality of losing the “Super Bowl” over and over as a kid.

• Why preparation is about identity, not guarantees.

• How to name your “Spring Raiders” and build systems that make you harder to beat—even when you still might lose.

For: Podcasters who feel like they’re doing everything “right” and still not winning—and need to learn how to keep playing anyway.

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Shoot Freddy an email: [email protected].